Intramolecular reaction achieves diverse fluorenols in mild conditions, suggesting broad synthetic utility.
An efficient and regioselective intramolecular tetradehydro-Diels-Alder (TDDA) reaction of enediynols has been realized under mild conditions. This strategy provided a general, concise, and atom-economical approach to synthesize a diverse array of functionalized fluorenols. In addition, the corresponding fluorenol products are readily converted to highly substituted phenanthrene and benzo[b]fluorene derivatives. Control experiments revealed that the newly developed CuI/ortho-phenylenediamine catalytic system greatly enhanced the reactivity of this transformation.
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Ren et al. (2025) studied this question.
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